4-Hydroxybutanoic acid methyl ester

Base Information

• Chemical Name: 4-Hydroxybutanoic acid methyl ester
• CAS No.: 925-57-5
• Molecular Formula: C5H10O3
• Molecular Weight: 118.133
• Mol file: 925-57-5.mol

Synonyms:Methyl 4-hydroxybutanoate;

Chemical Property of 4-Hydroxybutanoic acid methyl ester

Chemical Property:

• Vapor Pressure: 0.143mmHg at 25°C
• Refractive Index: 1.422
• Boiling Point: 190.872 °C at 760 mmHg
• PKA: 14.68±0.10(Predicted)
• Flash Point: 77.376 °C
• PSA: 46.53000
• Density: 1.054 g/cm³
• LogP: -0.06810
• Storage Temp.: Hygroscopic, Refrigerator, Under inert atmosphere
• Solubility.: Chloroform (Sparingly), Ethyl Acetate (Slightly), Methanol (Slightly)

Purity/Quality:

98%,99%, ^*data from raw suppliers

4-HydroxybutyricAcidMethylEster ^*data from reagent suppliers

Safty Information:

• Pictogram(s):  
• Hazard Codes: 

MSDS Files:

SDS file from LookChem

Useful:

• Uses: 4-Hydroxybutyric Acid Methyl Ester is a derivative of 4-Hydroxybutyric Acid (H833015 )and it is a reactant used in the preparation of 4-aminothiazolyl analogs of natural product GE2270 A, useful against Clostr idium difficile infection. 4-Hydroxybutyric Acid Methyl Ester is a derivative of 4-Hydroxybutyric Acid (H833015). A reactant used in the preparation of 4-aminothiazolyl analogs of natural product GE2270 A, useful against Clostridium difficile infection.

Technology Process of 4-Hydroxybutanoic acid methyl ester

There total 10 articles about 4-Hydroxybutanoic acid methyl ester which guide to synthetic route it. The literature collected by LookChem mainly comes from the sharing of users and the free literature resources found by Internet computing technology. We keep the original model of the professional version of literature to make it easier and faster for users to retrieve and use. At the same time, we analyze and calculate the most feasible synthesis route with the highest yield for your reference as below:

synthetic route:

Reference yield: 79.1%

dimethyl cis-but-2-ene-1,4-dioate (624-48-6) → tetrahydrofuran (109-99-9,24979-97-3,77392-70-2) + 2-methoxytetrahydrofuran (13436-45-8) + 4-butanolide (96-48-0) + propan-1-ol (71-23-8) + 1-methoxy-1,4-butanediol + 2-(4'-hydroxybutoxy)-tetrahydrofuran (64001-06-5) + 4-hydroxy-butanoic acid 4-hydroxybutyl ester + Butane-1,4-diol (110-63-4) + 4-hydroxybutyraldehyde (25714-71-0) + methyl 4-hydroxybutanoate (925-57-5) + butan-1-ol (71-36-3)

Guidance literature:

With hydrogen; at 190 ℃; under 46504.7 Torr; Gas phase;

Reference yield: 32.0%

dimethyl 2-ketoglutarate (13192-04-6) → (S)-dimethyl 2-hydroxypentanedioate (55094-97-8) + methyl 4-hydroxybutanoate (925-57-5) + D‐α‐hydroxyglutaric acid (55094-98-9)

Guidance literature:

With baker's yeast; Yields of byproduct given; Ambient temperature;

DOI:10.1016/S0957-4166(99)00286-4

Reference yield:

2-pyrrolidinon (616-45-5) + methanol (67-56-1) → 4-butanolide (96-48-0) + 1-methyl-pyrrolidin-2-one (872-50-4,26138-58-9) + 4-hydroxybutanoic acid (591-81-1) + methyl 4-hydroxybutanoate (925-57-5) + tetramethylammonium bromide (64-20-0) + trimethylamine (75-50-3)

Guidance literature:

With ammonium bromide; at 250 ℃; for 5.33333h; under 3750.38 Torr; Inert atmosphere; Autoclave;

DOI:10.1039/c0gc00061b

upstream raw materials:

diazomethane

4-hydroxybutanoic acid

dimethoxytetrahydrofuran

methyl 4-aminobutyrate

Downstream raw materials:

methyl 4-[[(1,1-dimethylethyl)diphenylsilyl]oxy]butanoate

3-(methoxycarbonyl)propyl 2,3,4,6-tetra-O-benzoyl-α-D-mannopyranoside

5-[allyloxycarbonyl-(triphenyl-λ⁵-phosphanylidene)-methyl]-3-(2-methoxycarbonyl-ethyl)-4-methyl-1H-pyrrole-2-carboxylic acid tert-butyl ester

4-hydroxy-N-(1-phenylethyl)butanamide

Refernces

• 1、 D'Agostino, Carmine,Brett, Gemma L.,Miedziak, Peter J.,Knight, David W.,Hutchings, Graham J.,Gladden, Lynn F.,Mantle, Mick D.. "Understanding the solvent effect on the catalytic oxidation of 1,4-butanediol in methanol over Au/TiO2 catalyst: NMR diffusion and relaxation studies". . p. 14426 - 14433. Retrieved 2013/01/15.
• 2、 -. "Method for producing 1,4-butanediol". Page column 7. . Retrieved 2008/06/13.